New developments of polysaccharide synthesis via enzymatic polymerization

Kobayashi, Shiro

doi:10.2183/pjab.83.215

Cited by 64 publications

(84 citation statements)

References 76 publications

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“…Recent reviews containing information on MALDI analysis in carbohydrate synthesis include an article on synthesis of polysaccharides via enzymatic polymerization (Kobayashi, 2007), a minireview of methods for synthesis of glycans labeled with stable isotopes (Yamaguchi, 2008) and a review of enzymecatalyzed reactions on solid surfaces (Laurent, Haddoub, & Flitsch, 2008b). Synthesis with glycosyl transferases is a popular alternative to purely chemical methods; large-scale synthesis of glycopeptides is frequently performed with a set of enzymes enabling transferases to be reused.…”

Section: Carbohydrate Synthesismentioning

confidence: 99%

Analysis of carbohydrates and glycoconjugates by matrix‐assisted laser desorption/ionization mass spectrometry: An update for 2007–2008

Harvey

2011

Mass Spectrometry Reviews

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This review is the fifth update of the original review, published in 1999, on the application of MALDI mass spectrometry to the analysis of carbohydrates and glycoconjugates and brings coverage of the literature to the end of 2008. The first section of the review covers fundamental studies, fragmentation of carbohydrate ions, use of derivatives and new software developments for analysis of carbohydrate spectra. Among newer areas of method development are glycan arrays, MALDI imaging and the use of ion mobility spectrometry. The second section of the review discusses applications of MALDI MS to the analysis of different types of carbohydrate. Specific compound classes that are covered include carbohydrate polymers from plants, N- and O-linked glycans from glycoproteins, biopharmaceuticals, glycated proteins, glycolipids, glycosides and various other natural products. There is a short section on the use of MALDI mass spectrometry for the study of enzymes involved in glycan processing and a section on the use of MALDI MS to monitor products of the chemical synthesis of carbohydrates with emphasis on carbohydrate-protein complexes and glycodendrimers. Corresponding analyses by electrospray ionization now appear to outnumber those performed by MALDI and the amount of literature makes a comprehensive review on this technique impractical. However, most of the work relating to sample preparation and glycan synthesis is equally relevant to electrospray and, consequently, those proposing analyses by electrospray should also find material in this review of interest.

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Section: Carbohydrate Synthesismentioning

confidence: 99%

Analysis of carbohydrates and glycoconjugates by matrix‐assisted laser desorption/ionization mass spectrometry: An update for 2007–2008

Harvey

2011

Mass Spectrometry Reviews

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“…[1] Practically, however, polyesters provide us with very important, widely used polymeric materials, for example, poly(ethylene terephtalate) (PET) derived from an aromatic polyester, and poly(butylene succinate) and poly(e-caprolactone) derived from aliphatic polyesters. The former two are synthesized via polycondensation and the latter is prepared via ring-opening polymerization (ROP).…”

Section: Introductionmentioning

confidence: 99%

Recent Developments in Lipase‐Catalyzed Synthesis of Polyesters

Kobayashi

2009

Macromol. Rapid Commun.

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254

205

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Polyester synthesis by lipase catalyst involves two major polymerization modes: i) ring-opening polymerization of lactones, and, ii) polycondensation. Ring-opening polymerization includes the finding of lipase catalyst; scope of reactions; polymerization mechanism; ring-opening polymerization reactivity of lactones; enantio-, chemo- and regio-selective polymerizations; and, chemoenzymatic polymerizations. Polycondensation includes polymerizations involving condensation reactions between carboxylic acid and alcohol functional groups to form an ester bond. In most cases, a carboxylic acid group is activated as an ester form, such as a vinyl ester. Many recently developed polymerizations demonstrate lipase catalysis specific to enzymatic polymerization and appear very useful. Also, since lipase-catalyzed polyester synthesis provides a good opportunity for conducting "green polymer chemistry", the importance of this is described.

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“…Polysaccharides are theoretically produced by the repeated glycosylations of a glycosyl donor with a glycosyl acceptor to form a glycosidic linkage [5][6][7][8]. To synthesize polysaccharides by such repeated glycosylations, the in vitro approach by enzymatic catalysis has been significantly investigated because enzymes have remarkable catalytic advantages compared with other types of catalysts in terms of the stereo-and regioselectivities [9][10][11][12][13]. The enzymatic glycosylation is a very powerful tool for the stereo-and regioselective construction of the glycosidic linkages under mild conditions, where a glycosyl donor and a glycosyl acceptor can be employed in their unprotected forms, leading to the direct formation of an unprotected glycoside in aqueous media [14,15].…”

Section: Introductionmentioning

confidence: 99%

Preparation and Applications of Amylose Supramolecules by Means of Phosphorylase-Catalyzed Enzymatic Polymerization

Kadokawa

2012

Polymers

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This paper reviews preparation and applications of amylose supramolecules by means of phosphorylase-catalyzed enzymatic polymerization. When the enzymatic polymerization of α-D-glucose 1-phosphate (G-1-P) as a monomer was carried out in the presence of poly(tetrahydrofuran) (PTHF) of a hydrophobic polyether as a guest polymer, the supramolecule, i.e., an amylose-PTHF inclusion complex, was formed in the process of polymerization. Because the representation of propagation in the polymerization is similar to the way that vines of plants grow twining around rods, this polymerization method for the preparation of amylose-polymer inclusion complexes was proposed to be named -vine-twining polymerization‖. Various hydrophobic polyethers, polyesters, poly(ester-ether), and polycarbonates were also employed as the guest polymer in the vine-twining polymerization to produce the corresponding inclusion complexes. To obtain the inclusion complex from a strongly hydrophobic guest polymer, the parallel enzymatic polymerization system was developed as an advanced extension of the vine-twining polymerization. In addition, it was found that amylose selectively includes one side of the guest polymer from a mixture of two resemblant guest polymers, as well as a specific range in molecular weights of the guest PTHF. Amylose also exhibited selective inclusion behavior toward stereoisomers of poly(lactide)s. Moreover, the preparation of hydrogels through the formation of inclusion complexes of amylose in vine-twining polymerization was achieved.

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New developments of polysaccharide synthesis via enzymatic polymerization

Cited by 64 publications

References 76 publications

Analysis of carbohydrates and glycoconjugates by matrix‐assisted laser desorption/ionization mass spectrometry: An update for 2007–2008

Analysis of carbohydrates and glycoconjugates by matrix‐assisted laser desorption/ionization mass spectrometry: An update for 2007–2008

Recent Developments in Lipase‐Catalyzed Synthesis of Polyesters

Preparation and Applications of Amylose Supramolecules by Means of Phosphorylase-Catalyzed Enzymatic Polymerization

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